215776-09-3

Basic information

• Product Name: 3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside
• Synonyms: 3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside
• CAS NO: 215776-09-3
• Molecular Weight: 670.535
• Mol File: 215776-09-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside(215776-09-3)
• EPA Substance Registry System: 3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside(215776-09-3)

Safety Data

• Hazardous Substances Data: 215776-09-3(Hazardous Substances Data)

Upstream product

• 215775-94-3 (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-D-glucopyranose 
• 84396-27-0 (2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 577-71-9 3,4-dinitophenol 
• 157544-59-7 O-β-D-glucopyranosyl-(1-4)-O-β-D-glucopyranosyl-(1-3)-β-D-glucose 

Relevant articles and documents

Synthesis of aryl 3-O-β-cellobiosyl-β-D-glucopyranosides for reactivity studies of 1,3-1,4-β-glucanases

A series of substituted aryl β-glycosides derived from 3-O-β-cellobiosyl-D-glucopyranose with different phenol-leaving group abilities as measured by the pK(a) of the free phenol group upon enzymatic hydrolysis has been synthesised. Aryl β-glycosides with a pK(a) of the free phenol leaving group>5 were prepared by phase-transfer glycosidation of the per-O-acetylated α-glycosyl bromide with the corresponding phenol, whereas the 2,4-dinitrophenyl β-glycoside was obtained by condensation of 1-fluoro-2,4-dinitrobenzene with the partially acetylated trisaccharide followed by acid de-O-acetylation. The aryl β-glycosides have been used for reactivity studies of the wild-type Bacillus licheniformis 1,3-1,4-β-d-glucan 4-glucanohydrolase. The Hammett plot log k(cat) versus pK(a) is biphasic with an upward curvature at low pK(a) values suggesting a change in transition-state structure depending on the aglycon. Copyright (C) 1998 Elsevier Science Ltd.